Cottage holiday rentals in The Villages

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Top-rated cottage rentals in The Villages

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Top guest favourite

Cottage in Silver Springs

4.95 out of 5 average rating, 186 reviews

Cozy Cottage in the Forest- Close to Springs

Quaint, charming, cozy & very unique older home! Close to the springs, great place to relax after a day on the water. This Artists retreat is sweetly tucked away in Ocala’s National Forest. Find yourself surrounded by beautiful Oaks, pines & 3 abundant grapefruit trees. Sip your coffee or tea on the swing under the trees, have a picnic or bring or rent a kayak & spend the day at Springs. Full kitchen. This gem has all the amenities you will need as you unwind from life and decompress in nature.

Top guest favourite

Cottage in Dunnellon

4.99 out of 5 average rating, 294 reviews

JoMo Retreat on the Withlacoochee River!

JoMo property, a gem by the Withlacoochee River's side, where nature's beauty and tranquility coincide. A guest house just a stroll away from the canal's embrace, leading to the river, a serene and peaceful space. Canoes, paddle boards, and kayaks await, to explore the river, a water lover's favorite. World Equestrian Center and Rainbow Springs are a mere twenty minutes away. JoMo offers a nature-filled stay. Escape the hustle, in nature's embrace, at JoMo property, find your tranquil space.

Top guest favourite

Cottage in Clermont

4.9 out of 5 average rating, 112 reviews

Hermosa casa de campo

Lleva a toda la familia a este fantástico lugar con muchas zonas para divertirse. contamos con 5 acres de terreno solo para ti, hermosa casa de campo en las únicas colinas del estado de florida, disfrutaras de la tranquilidad, privacidad, conexión con la naturaleza y presenciaras un bello atardecer sin igual, quédate y observa las estrellas, espacios aptos para unas fotos únicas de recuerdo. Area ideal para ciclismo y senderismo. NOTA: si quieres un evento consulte primero por nuestras tarifas

Guest favourite

Cottage in Inverness

4.95 out of 5 average rating, 102 reviews

Serendipity Lake private dock, canoes & kayaks

What a view, what a really good view, YES IT IS! Watch the sunrise and sunset over the water on a private dock. We have 2 canoes and 2 kayaks to enjoy the water or bring your boat! This is a place you will want to come back to time and time again. Water views from all angles, you will feel like you're on a houseboat there's so much water! Plenty of room for outdoor games and activities. Pet friendly. Just a short drive to downtown Inverness and 30 minutes to Crystal River. Simply perfect!

Top guest favourite

Cottage in Mount Dora

4.98 out of 5 average rating, 160 reviews

Newly Renovated Cottage, Easy Walk to Downtown!

Walking distance to all Downtown Mount Dora has to offer! Our lovely 2 bedroom, 1 bath 1940s cottage has been recently renovated. Features fully outfitted kitchen, deck with gas grill and outdoor firepit. Comfortable and elegant living space with 65 inch smart TV. Primary bedroom features King bed and smart tv. Second bedroom has two cozy twin beds. Bikes available for use. Whether you’re coming to relax, boat, shop or partake in one of Mount Dora's many festivities, consider staying here!

Guest favourite

Cottage in Umatilla

4.94 out of 5 average rating, 134 reviews

The Quaint Little Cottage for your Getaway!

❤️Near to springs and Manatee watch areas, Ocala Forest, Fishing 🎣 equestrian 🐎 activities, Mount Dora & 🪑Antiques Markets. Just 39 miles to Orlando & Disney and 43 miles to the beach 🏖 The Cute, Quaint and Clean Little Cottage you are looking for your getaway!❤️ Heartwarming Authentic Cottage for joyful stays! Entire Place! Pet Friendly! Free Parking! 2 bedrooms + 2 full baths! Original wood floor in master bedroom and Kitchen! No carpet floors! Nice quiet, safe neighborhood!

Top guest favourite

Cottage in Mount Dora

4.97 out of 5 average rating, 113 reviews

1 min walk 2 Downtown!Golf Cart Rental Pickle Ball

Enjoy a stylish experience in the HEART of Downtown Mount Dora! This gorgeous historic 1925 cottage is just a short 1 -minute walk to the main shopping and dining district of Mount Dora! You are a 1 minute walk to Mount Dora’s beautiful pickle ball courts! This beautifully decorated 1000 square foot - 5 Star rental has been recently updated to reflect its old Florida cottage feel. With all of the thoughtful touches you will be sure to enjoy a comfortable stay in this beautiful city.

Guest favourite

Cottage in Hernando

4.91 out of 5 average rating, 208 reviews

The Hernando Lake House

Relax our Lake House. The water touches the back yard and the lake is loaded with Bass and many other fish. Relax in the living room falling asleep for afternoon naps while gazing at the serenity of the water. The house is quiet and set up for some nice long weekends. The Gulf of Mexico is just 14 miles to Crystal River which has a nice local beach. Scalloping and Manatee watching and much more to do in Citrus county. Orlando and Disney are just a little over an hours drive.

Guest favourite

Cottage in Eustis

4.96 out of 5 average rating, 110 reviews

Redbird cottage and farm. Equestrian lake cottage

This charming equestrian lake cottage is located on a private, secluded, clean spring fed lake in central Florida. Newly renovated, new comfortable pillow top mattresses. Lake access, including the ability to launch small boats on site. Fishing and campfires are welcomed. Enjoy the peacefulness with a view of grazing horses on property. This is your authentic lake farmhouse destination. Away from all the chaos, but within minutes you can be in downtown Mt Dora or Eustis.

Top guest favourite

Cottage in Ocklawaha

4.92 out of 5 average rating, 110 reviews

Warm & Cozy Cottage at Coco Ranch

We are a pet friendly Cottage bring your furry friend and enjoy the cozy and playful place This is a family wood gated compound. Each Cottage are private, surrounded by beautiful comun areas. If your planing to get away from the city and connect with nature🦌🌳🐄 this is the perfect place. Surrounded by a lot of natural springs 💦 🍃 and also the convenients of local restaurants like “Gators Joes Beach Bar & Grill”🍽 at just 6m walk, 6m walk to Lake Weir, and more.

Top guest favourite

Cottage in Floral City

4.93 out of 5 average rating, 205 reviews

Waterfront Cottage 2BR 1B

This charming house is located on nearly an acre of woodland. Fish from the dock of the screen room on the canal or kayak to the nearby lake. Relax in the private backyard Jacuzzi. Bike on the nearby Withlacoochee Trail. There are 2 bedrooms plus living room sleeper sofa, and a lanai with a day bed. Fully furnished. Orlando theme parks are 1 1/2 hour away, Busch Gardens 1 hour. Close to Weeki Wachee, Homosassa and Crystal River for manatee viewing or scallop season.

Top guest favourite

Cottage in Tavares

4.96 out of 5 average rating, 231 reviews

Lakeside Cottage on Lake Dora

A charming 1200 sq ft, two bedroom, two bath cottage located on beautiful Lake Dora with white sand beach. A great place to relax and your home away from home. Just minutes from Tavares (known as the Seaplane City) and Mt. Dora (known as the City of Festivals.) You can bring your boat and tie it up to the dock. Large circular drive with plenty of parking for cars, trailers, etc.